Boc-L-Alanine CASNO:15761-38-3

Properties

CAS Number: 15761-38-3

Molecular Formula: C₈H₁₅NO₄

Molecular Weight: 189.21 g/mol

Appearance: White to almost white powder or crystals

Melting Point: 78–85 °C

Optical Rotation: [α]²⁰/D −25 ± 2° (c=1 in AcOH)

Solubility: Soluble in organic solvents (e.g., acetic acid)

Storage Temperature: 0 – 8 °C (recommended)

Synonyms

N-(tert-Butoxycarbonyl)-L-alanine

Boc-Ala-OH

N-Boc-L-alanine

(2S)-2-[(tert-Butoxycarbonyl)amino]propanoic acid

(S)-2-(N-tert-Butoxycarbonyl)aminopropionic acid

Boc-L-Alanine (CAS number 15761-38-3) is a protected amino acid derivative commonly used in peptide synthesis and pharmaceutical research. It features a tert-butoxycarbonyl (Boc) group attached to the amino group of L-alanine, which protects it from unwanted reactions during chemical synthesis.

 

 

 

 

Category: Tags: ,

Uses and Applications

Peptide Synthesis: Used as a versatile building block in Solid Phase Peptide Synthesis (SPPS) and solution-phase peptide synthesis to protect the N-terminal amine.

Pharmaceutical Research: Serves as an intermediate in the development of new pharmaceutical compounds, particularly in creating specific amino acid sequences for drug design.

Chemical Intermediates: Employed in organic synthesis for the production of modified amino acids, such as N-propargylalanine and hybrid tripeptidomimetics.

Biotechnology: Used in the production of recombinant proteins, vaccines, and therapeutic agents.

Antimicrobial Activity: Studies have shown it has potential activity against Gram-positive (e.g., Staphylococcus aureus) and Gram-negative bacteria.

Food Industry: Utilized as a building block in the synthesis of food additives and flavor enhancers.

Chemical Features

Selective Deprotection: The Boc group is easily removed under acidic conditions (e.g., TFA/DCM).

Stability: Stable at high temperatures and in various coupling reactions.

 

 

What is Boc-L-Alanine used for?

It is primarily used as a protected amino acid in peptide synthesis and drug development.

What does CAS No: 15761-38-3 signify?

It is the unique identification number assigned to Boc-L-Alanine for global chemical reference.

Why is the Boc group important in Boc-L-Alanine?
The Boc (tert-butoxycarbonyl) group protects the amino group during chemical reactions, ensuring selective synthesis.
Is Boc-L-Alanine suitable for pharmaceutical applications?

Yes, it is widely used in pharmaceutical and biotechnology industries for research and production.

What are the advantages of using Boc-L-Alanine in synthesis?

It provides stability, easy handling, and efficient protection during peptide chain formation.

FAQs

What is Boc-L-Alanine used for?

It is primarily used as a protected amino acid in peptide synthesis and drug development.

What does CAS No: 15761-38-3 signify?

It is the unique identification number assigned to Boc-L-Alanine for global chemical reference.

Why is the Boc group important in Boc-L-Alanine?
The Boc (tert-butoxycarbonyl) group protects the amino group during chemical reactions, ensuring selective synthesis.
Is Boc-L-Alanine suitable for pharmaceutical applications?

Yes, it is widely used in pharmaceutical and biotechnology industries for research and production.

What are the advantages of using Boc-L-Alanine in synthesis?

It provides stability, easy handling, and efficient protection during peptide chain formation.